Disable your Ad Blocker! Thanks :)
Chapter 13
by
Redrover5890
What's next?
Learning from the best
Milo wished the ride back was longer. He couldn’t even remember if they hit a single red light. But he reassured himself it was probably in his head. Once they got out of the car, Milo and the other girls brought their bags inside with the help of the other agent, Leroy.
“You ladies sure you don’t need more of my help?” he asked as he removed the tiny Hooters top from the bag.
“No boys allowed,” Natalie rebuked before pushing him out of the room. “Okay, let me get these cued up,” she said as she turned on the TV. “Jasper compiled a playlist of viral trends from influencers you’ll be attempting to emulate. Just like before, pay attention to their movements, their expressions, and try to get into their heads.”
“How can I get into the head of a slut?” That word caused both women to roll their eyes.
“Simple. By not thinking of them as slurs but as salespeople.” That made Milo roll his eyes. He had done sales for a time but switched to law because it was more prestigious.
“They aren’t trying to attract men to sleep with them, you idiot. They’re trying to get their money.” Milo hadn’t thought of it like that.
“It’s actually something you have in common. Do you think these beautiful women want these men? Or just their money? Hell no! They probably find the prospect of sleeping with most of the men who watch their content disgusting and vile. Does that sound familiar? View them as marks to manipulate, not men you want to sleep with.”
This really resonated with Milo. Back when he worked in sales, he liked manipulating people; he was good at it. It was also the only thing about being a lawyer he was good at—manipulating a jury.
“Okay, I think I can do that,” Milo said, sitting down to watch the videos, much to the girls’ surprise.
What followed was a steady stream of attractive women doing random dances, household chores, but most of the time just walking or “strutting” to different beats. Milo tried to study every detail of their faces and body language. But, sadly, Milo was still a man, so he always ended up gawking at their breasts as they jumped, cleaned, or danced on the screen. What Milo didn’t say was how much of these videos he had already seen. Like most men in his mid-20s, a majority of his feed was filled with videos he was being asked to study.
Eventually, though, it was his turn. He would now be one of those women who acted to allure men. But Natalie was right—they weren’t alluring men for intimacy but for money. That was a much easier concept for him to understand. It still made him incredibly uncomfortable, though. Fortunately, the pills still took effect, helping him not to overthink it. He knew what men liked. He was a man. He had subscribed to a few OF accounts. Just sell that—just put one foot in front of the other.
They had Milo, aka Paris, stand in front of a camera and ring light first. The room’s ambient light had been turned pink and purple, and the blinds had been drawn to set the mood. Milo understood the concept of this trend: walk in front of the camera wearing baggy clothes, slowly back out of frame, then appear in a different “uniform.” The first form was a schoolgirl uniform. The girls weren’t happy with just standing in front of the camera with a smile.
“Come on, Paris. What do those other girls do? Remember how they tilt their heads down or give their chests a little bounce,” they critiqued. Milo, as Paris, acted more coy, giving his ample bosom an enticing bounce. They offered to show him the videos, but he didn’t need to see the different variations of him bouncing his tits in various uniforms.
The next “trend” involved wiping a mirror with a spray bottle. He needed to wipe in big, exaggerated movements while wearing baggy sweatpants and one of Samuel’s oversized white shirts. After three swipes, he was supposed to act surprised, then swipe some more, but he had to look more ****. Next, he had to change into some of the sexier costumes he owned. Now he was instructed to act coy and alluring. After each shoot, Devon/Becks would help her husband or sister change, and Natalie would exit each video, saving it to her computer.
This continued for a good part of the afternoon. Milo would watch a few videos of these gorgeous, busty women doing a new internet trend, then repeat the actions, emulating them. He wore a loose shirt, then tightened the back to make the shirts cling to his new body. He was asked to stack one fist on top of the other under his breasts, as if holding a pole, then quickly pound the top fist onto the bottom. This caused his titties to jiggle uncontrollably. The videos grew more risqué. Soon, they were exclusively watching OnlyFans content. Milo recognized more of these accounts than TikTok or Instagram ones. Especially when they played some Amanda (Mandi) West. Milo had been a huge fan of Mandi West. He and his buddies were top subscribers to her channel. He even got his old friend Logan a personalized video for his birthday. Now he was being asked to recreate some of her content.
The first thing they asked Milo to do was to strip naked in a bathroom, wrap a towel around his body, and cover his hair. He would exit the bathroom, walk past the camera, say something, and then, as he was about to round a corner, he would drop his towel and reveal his bare ass. Natalie stayed outside the room while Becks helped Milo/Paris.
“You're doing so great, babe,” she beamed as he slid out of his Hooters uniform.
“Thanks,” he responded flatly.
“Oh, come on. It’s not that bad.”
“Not that bad! Do you see what I am having to do?”
“Yes, I do. But you are really committed, and I am so grateful for that,” she said as she strode close to help wrap the towel around his head. “I know this is the hardest on you,” she whispered, leaning close. “You’re being so brave, Milo.” At that moment, Milo immediately felt relieved to hear his real name.
“And when this is all done,” she continued, her fingernails tickling his ribs as she slowly moved her hands down to his thighs, “I will show my devotion.” She whispered in his ear as he felt an unfamiliar pressure in his groin. “My gratitude,” she finally whispered again, giving him a peck on the cheek and sliding a finger into his new pussy.
The head of Milo’s trapped cock sat on the inside edge of his new groin, begging for attention. This made the poor man’s cheeks flush. He didn’t know if it was the ****, the suggestive content he had been watching, or being surrounded by two beautiful women, but Milo suddenly felt the horniest he had in years. He instinctively grabbed his wife like he used to and kissed her possessively.
“Woah, slow down there, Paris,” Devon/Becks said, taking back control. “Not now.”
“Why not?”
“Because, sis.”
“Don’t call me that.”
“But seriously, sis,” she emphasized, “you couldn’t fuck me even if we tried,” reminding him of his trapped manhood.
“Ahh,” Milo/Paris huffed in frustration.
“Don’t worry. When you’re my husband again, I’ll give you your reward, sir,” she said, knowing how much he enjoyed it when she enacted her submissive side. “But not yet, sis.” She playfully slapped his ass and left the room.
Milo looked back at the mirror and saw the sexy woman before him—towel wrapped around his head and body. He took a deep breath, reminded himself of the video he was recreating, and exited the bathroom.
Milo saw Natalie standing on a chair, filming him from a downward angle. Milo/Paris exited the bathroom, looked at the camera, gave a smile, and started to walk down the hall. When he reached the end, he looked over his shoulder at the camera, undid the front of his towel, exposing his entirely bare backside, and finally cupped his breath as he turned the corner, giving the audience just the slightest view of his profile before vanishing around the corner.
“Wonderful! You're a natural, Paris,” Milo heard the affirmation from Natalie as he leaned against the wall and sighed. “Two weeks, and this will be over,” he reassured himself.
Milo shot a few more risqué videos. One was of him dancing naked, but it was just his silhouette in a dark room. Another was of him in a pool, wearing an oversized white shirt. After submerging his body, he looked right down to see how indecent he appeared, clinging to his new curves. Milo knew the day had to be coming to an end—this was only half of the content, after all. Tomorrow, after the salon, they would go shopping for the cruise and shoot much more content once he had a full wardrobe.
“Alright, now we just have to shoot some videos with your new toys, and we’ll need Leroy’s help for a couple of videos too.”
“Leroy?” Milo asked, scared. “What videos would we need to shoot with the other agent?”
“Looking at you being brave!” Natalie said, surprised. “I’ll go get him while Becks helps you change,” she added, leaving the room before Milo could stop her
What's next?
Mr&MRS to Sister&Sis
A newly wed couple has to go in hiding for their Honeymoon
A newly wed couple with a bit of an age gap (Milo 26M& Devon 36F) are to go into witness protection as two young women on Spring break. Can this new couple survive two weeks as sisters? Devon is excited at another chance at youth. Milo not so much, and why was Devon’s ex involved in all of this?
Updated on Mar 16, 2026
by Redrover5890
Created on Oct 29, 2025
by Redrover5890
- All Comments
- Chapter Comments
